Cas no 13123-92-7 ((2,4-Dichlorophenyl)hydrazine)

(2,4-Dichlorophenyl)hydrazine is a chlorinated arylhydrazine derivative commonly employed as a versatile intermediate in organic synthesis and pharmaceutical research. Its key advantages include its reactivity as a building block for the preparation of heterocyclic compounds, such as indoles and pyrazoles, due to the presence of both hydrazine and dichlorophenyl functional groups. The electron-withdrawing chlorine substituents enhance its stability while maintaining its suitability for condensation and cyclization reactions. This compound is particularly valuable in agrochemical and medicinal chemistry applications, where precise functionalization is required. Proper handling is essential due to its potential toxicity and sensitivity to moisture and light.
(2,4-Dichlorophenyl)hydrazine structure
(2,4-Dichlorophenyl)hydrazine structure
Product Name:(2,4-Dichlorophenyl)hydrazine
CAS No:13123-92-7
MF:C6H6Cl2N2
MW:177.031239032745
MDL:MFCD00044514
CID:49047
PubChem ID:408929
Update Time:2025-05-22

(2,4-Dichlorophenyl)hydrazine Chemical and Physical Properties

Names and Identifiers

    • (2,4-Dichlorophenyl)hydrazine
    • 2,4-Dichloro Phenyl Hydrazine
    • (2,4-Dichlorophenyl)hydrazine hydrochloride
    • 1-(2,4-Dichlorophenyl)hydrazine
    • 1-(2,4-dichlorophenyl)hydrazine 2,4-Dichlorophenylhydrazine
    • N-(2,4-Dichlorophenyl)hydrazine
    • PS-4337
    • CS-0444558
    • SCHEMBL177020
    • MFCD00044514
    • BB 0249752
    • 2,4-dichlorophenyl hydrazine
    • CHEMBL4302345
    • FT-0658572
    • D88055
    • 2,4-Dichlorophenylhydrazine
    • 1-(2,4-Dichlorophenyl)hydrazine #
    • Hydrazine, (2,4-dichlorophenyl)-
    • 13123-92-7
    • DTXSID60328292
    • AKOS000121528
    • STK505605
    • DB-062809
    • hydrazine, (2,4-dichloro)phenyl-
    • MDL: MFCD00044514
    • Inchi: 1S/C6H6Cl2N2/c7-4-1-2-6(10-9)5(8)3-4/h1-3,10H,9H2
    • InChI Key: ZTPAUBJZUBGGEY-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C=CC=1NN)Cl

Computed Properties

  • Exact Mass: 175.99100
  • Monoisotopic Mass: 175.991
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 110
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 38A^2
  • XLogP3: 2.4

Experimental Properties

  • Density: 1.475
  • Boiling Point: 268.8°C at 760 mmHg
  • Flash Point: 116.4°C
  • Refractive Index: 1.665
  • PSA: 38.05000
  • LogP: 3.05230

(2,4-Dichlorophenyl)hydrazine Customs Data

  • HS CODE:2928000090
  • Customs Data:

    China Customs Code:

    2928000090

    Overview:

    2928000090 Other hydrazine(Hydrazine)And chlorhexidine(hydroxylamine)Organic derivatives of.Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:6.5%.general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2928000090 other organic derivatives of hydrazine or of hydroxylamine VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

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(2,4-Dichlorophenyl)hydrazine Related Literature

Additional information on (2,4-Dichlorophenyl)hydrazine

Recent Advances in the Application of (2,4-Dichlorophenyl)hydrazine (CAS: 13123-92-7) in Chemical Biology and Pharmaceutical Research

(2,4-Dichlorophenyl)hydrazine (CAS: 13123-92-7) is a hydrazine derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by the presence of two chlorine atoms on the phenyl ring, serves as a key intermediate in the synthesis of various biologically active molecules. Recent studies have explored its potential in drug discovery, agrochemical development, and as a building block for more complex chemical entities. The unique electronic and steric properties imparted by the dichlorophenyl moiety make it a valuable scaffold for designing compounds with targeted biological activities.

One of the most notable advancements in the use of (2,4-Dichlorophenyl)hydrazine is its role in the synthesis of heterocyclic compounds. Researchers have successfully employed this compound in the construction of pyrazole, triazole, and indazole derivatives, which are prevalent in many FDA-approved drugs. A 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficacy of (2,4-Dichlorophenyl)hydrazine-derived pyrazoles as potent inhibitors of cyclooxygenase-2 (COX-2), a key enzyme involved in inflammation. The study highlighted the compound's ability to enhance selectivity and reduce off-target effects, making it a promising candidate for anti-inflammatory drug development.

In addition to its pharmaceutical applications, (2,4-Dichlorophenyl)hydrazine has also been investigated for its potential in agrochemicals. A recent report in the Journal of Agricultural and Food Chemistry detailed its use in the synthesis of novel herbicides with improved efficacy and environmental safety profiles. The study emphasized the compound's role in modulating the activity of protoporphyrinogen oxidase (PPO), an enzyme critical for chlorophyll biosynthesis in plants. By leveraging the electron-withdrawing properties of the dichlorophenyl group, researchers were able to design herbicides that exhibit high selectivity for target weeds while minimizing harm to crops.

Another emerging area of research involves the application of (2,4-Dichlorophenyl)hydrazine in chemical biology. A 2022 study in ACS Chemical Biology explored its use as a versatile probe for studying protein-ligand interactions. The hydrazine moiety enables facile conjugation with carbonyl-containing biomolecules, allowing researchers to develop targeted probes for imaging and diagnostic applications. This approach has been particularly useful in the study of neurodegenerative diseases, where the compound's ability to cross the blood-brain barrier has been leveraged to develop diagnostic tools for amyloid-beta plaques.

Despite its promising applications, the handling and use of (2,4-Dichlorophenyl)hydrazine require careful consideration of safety and regulatory guidelines. Recent toxicological studies have highlighted the need for proper protective measures due to its potential mutagenic and carcinogenic properties. Regulatory agencies such as the EPA and FDA have established strict guidelines for its use in industrial and research settings, emphasizing the importance of risk assessment and mitigation strategies.

In conclusion, (2,4-Dichlorophenyl)hydrazine (CAS: 13123-92-7) continues to be a valuable tool in chemical biology and pharmaceutical research. Its versatility as a synthetic intermediate, coupled with its unique physicochemical properties, makes it a cornerstone in the development of novel therapeutics and agrochemicals. Ongoing research is expected to further expand its applications, particularly in the areas of targeted drug delivery and diagnostic imaging. As the field advances, interdisciplinary collaboration will be essential to fully realize the potential of this compound while addressing safety and regulatory challenges.

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